A bacterial metabolite with diverse biological activities
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Heliquinomycin

Item No. 32922

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3R,3′R)-3′-[(2,6-dideoxy-3-O-methyl-α-L-ribo-hexopyranosyl)oxy]-4,5′,8′,9-tetrahydro-3,4′,9′,10-tetrahydroxy-7′-methoxy-5′,8′,9-trioxo-spiro[benzo[1,2-b:5,4-c′]dipyran-2(3H),2′(3′H)-naphtho[2,3-b]furan]-7-carboxylic acid, methyl ester
CAS Number
178182-49-5
Synonyms
  • NSC 702208
  • Rubymycin
Molecular Formula
C33H30O17
Formula Weight
698.6
Purity
≥80%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleEthanol: soluble
SMILES
O[C@@H]1CC2=CC3=C(C(OC(C(OC)=O)=C3)=O)C(O)=C2O[C@@]14OC5=C(O)C(C(C(OC)=CC6=O)=O)=C6C(O)=C5[C@H]4O[C@H]7C[C@@H](OC)[C@@H](O)[C@H](C)O7
InChi Code
InChI=1S/C33H30O17/c1-10-23(36)15(44-3)9-18(46-10)48-30-22-25(38)20-13(34)8-14(43-2)24(37)21(20)27(40)29(22)50-33(30)17(35)7-12-5-11-6-16(31(41)45-4)47-32(42)19(11)26(39)28(12)49-33/h5-6,8,10,15,17-18,23,30,35-36,38-40H,7,9H2,1-4H3/t10-,15+,17+,18-,23-,30+,33+/m0/s1
InChi Key
MLFZQFHGXSVTGX-MCTZXALVSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $868

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    Product Description

    Heliquinomycin is a bacterial metabolite originally isolated from Streptomyces that has diverse biological activities.1 It is active against a variety of Gram-positive bacteria, including strains of B. anthracis, B. subtilis, and methicillin-sensitive or -resistant S. aureus (MICs = <0.05-0.39 µg/ml). Heliquinomycin inhibits the activity of DNA helicase with a Ki value of 6.8 µM. It reduces the growth of L1210 leukemia, B16 melanoma, and FS-3 fibrosarcoma cells (IC50s = 0.97, 0.89, and 0.83 µg/ml, respectively).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chino, M., Nishikawa, K., Umekita, M., et al. Heliquinomycin, a new inhibitor of DNA helicase, produced by Streptomyces sp. MJ929-SF2 I. Taxonomy, production, isolation, physico-chemical properties and biological activities. J. Antibiot. (Tokyo) 49(8), 752-757 (1996).